INTRODUCTION OF ELECTROPHILES TO THE ALPHA-POSITION OF ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES BY SEQUENTIAL CONJUGATE AMINOSILYLATION-ALKYLATION-DEAMINATION .121. STUDIES ON ORGANOSILICON CHEMISTRY

Authors
HOJO M NAGAYOSHI M FUJII A YANAGI T ISHIBASHI N MIURA K HOSOMI A
Citation
M. Hojo et al., INTRODUCTION OF ELECTROPHILES TO THE ALPHA-POSITION OF ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES BY SEQUENTIAL CONJUGATE AMINOSILYLATION-ALKYLATION-DEAMINATION .121. STUDIES ON ORGANOSILICON CHEMISTRY, Chemistry Letters, (4), 1994, pp. 719-722
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
4
Year of publication
1994
Pages
719 - 722
Database
ISI
SICI code
0366-7022(1994):4<719:IOETTA>2.0.ZU;2-E
Abstract
Silylamines add to alpha,beta-unsaturated aldehydes and ketones in 1,4 -addition mode to generate amino-substituted silyl enol ethers without any catalysts. These easily isolable silyl enol ethers react with ace tals and aldehydes in the presence of a Lewis acid to give alpha-alkox yalkyl and alpha-hydroxyalkyl substituted alpha,beta-unsaturated carbo nyl compounds, respectively, after deamination by treatment with silic a gel.